Cowboy boots and overalls are two classic Americana fashion staples that have stood the test of time. Recently, these rugged and utilitarian items have been making their way from the farm and ranch to city streets and fashion runways. So can you pull off this unexpected pair?

We’ve got the complete guide to rocking overalls with cowboy boots for a modern western-inspired look.

If you’re short on time, here’s a quick answer: Pairing cowboy boots with overalls can create an edgy, urban cowboy aesthetic when styled properly. Go for straight leg overalls, minimal accessories, and add heels or cuffs to avoid looking too clunky.

Pick the Right Overalls

When it comes to wearing overalls with cowboy boots, choosing the right pair of overalls is crucial. Here are some factors to consider:

Straight Leg

Opt for overalls with a straight leg cut. This style is more flattering and versatile, allowing you to easily tuck them into your cowboy boots. Avoid wide-leg overalls, as they may overwhelm the look.


Denim overalls are a classic choice and go well with cowboy boots. The sturdy fabric can withstand the wear and tear of outdoor activities, making them a practical option for ranch work or casual outings.

Cuffed Hem

Consider overalls with a cuffed hem. This adds a touch of style and allows your cowboy boots to be more visible. It also creates a visually appealing contrast between the ruggedness of the overalls and the sleekness of the boots.

Remember to choose overalls that fit well and are comfortable to wear. You want to be able to move freely and feel confident in your outfit.

For more information on overalls and cowboy boots, you can visit for a wide selection of Western wear and accessories.

Choose Complementary Cowboy Boots

When it comes to wearing overalls with cowboy boots, choosing the right pair of boots is essential for creating a stylish and cohesive look. The boots should complement the overall outfit and add a touch of Western flair.

Here are some factors to consider when selecting cowboy boots to wear with overalls:

Brown Leather

Brown leather cowboy boots are a classic choice that pairs well with overalls. The rich, earthy tones of brown leather add warmth and depth to the outfit. Whether you opt for a light tan or a darker chocolate brown, these boots will add a rustic touch to your look.

Pair them with denim overalls for a timeless and rugged ensemble.

Pointed Toe

For a more traditional cowboy look, consider wearing cowboy boots with a pointed toe. Pointed toe boots have a sleek and elongating effect on the legs, creating a flattering silhouette. They also exude a sense of Western charm and authenticity.

Whether you choose a pointed toe with a slight curve or a more exaggerated point, these boots will add a touch of sophistication to your overalls.

Low or Mid Heel

When it comes to the heel height of your cowboy boots, opt for a low or mid heel for optimal comfort and versatility. These heel heights are suitable for everyday wear and provide a good balance between style and practicality.

Whether you’re walking around town or attending a country-themed event, low or mid heel cowboy boots will keep you looking fashionable and feeling comfortable throughout the day.

Remember to choose boots that not only complement your overalls but also fit well and provide adequate support for your feet. Proper fit and comfort should always be a priority when selecting any type of footwear.

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Accessories to Complete the Look

Simple Belt

When it comes to wearing overalls with cowboy boots, a simple belt can make a big difference. Not only does it add a touch of style, but it also helps to cinch in the waist and create a more flattering silhouette.

Opt for a belt in a neutral color, such as brown or black, to complement your overalls and boots. Remember, simplicity is key when it comes to accessorizing this look, so avoid belts with too much bling or embellishments.

Western-Inspired Jewelry

To really embrace the cowboy aesthetic, consider adding some western-inspired jewelry to your overalls and cowboy boots ensemble. This could include pieces such as silver or turquoise rings, bolo ties, or chunky leather bracelets.

These accessories not only add a touch of personality to your outfit, but they also help to tie the whole look together.

Statement Hat (Optional)

If you’re feeling bold and want to take your overalls and cowboy boots outfit to the next level, consider adding a statement hat. A wide-brimmed cowboy hat or a trendy fedora can instantly elevate your look and give it a fashionable edge.

However, keep in mind that a hat is an optional accessory and may not be suitable for every occasion or personal style.

When it comes to accessorizing your overalls with cowboy boots, remember that less is often more. The goal is to enhance your outfit without overpowering it. Choose accessories that complement your overall aesthetic and make you feel confident.

And don’t forget to have fun experimenting with different combinations to create your own unique cowboy-inspired look!

Styling Tips

Roll and Cuff Your Overalls

When it comes to wearing overalls with cowboy boots, one of the key styling tips is to roll and cuff the bottoms of your overalls. This helps to showcase your boots and adds a touch of casual flair to your outfit.

Simply fold up the hem of your overalls to a desired length, making sure it hits just above your boots. This not only creates a more polished look but also prevents your overalls from dragging on the ground. Plus, it allows you to show off the intricate details and design of your cowboy boots.

Pair With Cropped or Fitted Tops

Another tip for styling overalls with cowboy boots is to pair them with cropped or fitted tops. This helps to balance out the volume and loose fit of the overalls, creating a more flattering silhouette.

Opt for a cropped t-shirt, a fitted button-down shirt, or a slim-fitting sweater to tuck into your overalls. This combination not only highlights your waist but also adds a touch of femininity to the overall look.

Remember to choose tops that complement the color and style of your overalls and cowboy boots for a cohesive and stylish ensemble.

Add Tights or Fishnets for Night Out

If you want to take your overall and cowboy boot combination to the next level for a night out, consider adding tights or fishnets to your outfit. This adds a fun and edgy vibe to your look while also providing some extra warmth during cooler evenings.

Pair your overalls and cowboy boots with black or patterned tights, or even fishnet stockings for a bold statement. This combination not only adds visual interest but also allows you to experiment with different textures and patterns.

You can even layer your tights or fishnets under ripped or distressed overalls for a more rebellious and fashion-forward appearance.

Remember, when it comes to styling overalls with cowboy boots, the key is to have fun and experiment with different combinations. Don’t be afraid to mix and match different tops, accessories, and footwear to create your own unique look.

And always remember to wear your outfit with confidence, because that’s what truly makes any outfit shine!

Model Inspiration

When it comes to fashion inspiration, models are often at the forefront of setting trends and showcasing unique styles. If you’re looking for ideas on how to rock overalls with cowboy boots, there are several models who have effortlessly pulled off this look.

Hailey Bieber

Hailey Bieber, known for her impeccable sense of style, has been seen sporting the overalls and cowboy boots combo on multiple occasions. Whether she’s attending a music festival or simply running errands, Hailey knows how to make this combination look effortlessly cool.

She often pairs her overalls with a cropped top or a fitted t-shirt, adding a touch of femininity to the ruggedness of the cowboy boots.

Bella Hadid

Bella Hadid, another fashion icon, has also been spotted rocking overalls with cowboy boots. She adds her own unique twist to the look by opting for more edgy and bold overalls, such as distressed denim or leather.

Bella often pairs her overalls with a statement graphic tee and completes the outfit with a pair of classic cowboy boots. Her fearless approach to fashion inspires many to experiment with different styles.

Emily Ratajkowski

Emily Ratajkowski, known for her effortless and laid-back style, has also been seen incorporating overalls and cowboy boots into her wardrobe. She embraces a more casual and relaxed vibe, often opting for loose-fitting overalls and pairing them with worn-in cowboy boots.

Emily’s approach proves that you don’t always have to go for a polished look when it comes to this combination – sometimes, embracing a more relaxed and undone style can be just as fashionable.

These models serve as great inspiration for anyone looking to rock overalls with cowboy boots. Their unique approaches to styling this combination showcase the versatility of the look and provide ideas for mixing and matching different elements to create a personalized outfit.


While overalls and cowboy boots may seem an unlikely combination at first, they can actually be styled together to create a modern western look with plenty of attitude. The keys are choosing slim and structured overalls, pointed toe cowboy boots, and keeping accessories minimal.

For a night out, add edgy extras like fishnets. With the right styling, you can rock this neo-western mix of iconic American workwear pieces.

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